Structure Database (LMSD)

Common Name
Crispin B
Systematic Name
N-(2R-hydroxy-7Z-pentadecenoyl)-(6-O-(2E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl)-1-α-glucosyl-4E-nonadecasphingenine
Synonyms
LM ID
LMSP05010129
Formula
C51H85NO12
Exact Mass
Calculate m/z
903.607179
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Buddleja crispa (#168493)
Magnoliopsida (#3398)
Two new protease-inhibiting glycosphingolipids from Buddleja crispa.,
Chem Biodivers, 2007
Pubmed ID: 17510987

String Representations

InChiKey (Click to copy)
UDXMBMHVDYRJQB-VBRSABNNSA-N
InChi (Click to copy)
InChI=1S/C51H85NO12/c1-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-41(53)40(52-50(59)42(54)31-29-27-25-23-20-16-14-12-10-8-6-2)37-63-51-49(58)48(57)47(56)45(64-51)38-62-46(55)35-33-39-32-34-43(60-3)44(36-39)61-4/h20,23,28,30,32-36,40-42,45,47-49,51,53-54,56-58H,5-19,21-22,24-27,29,31,37-38H2,1-4H3,(H,52,59)/b23-20-,30-28+,35-33+/t40-,41+,42+,45+,47+,48-,49+,51-/m0/s1
SMILES (Click to copy)
[C@](CO[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(/C=C/C2=CC(OC)=C(OC)C=C2)=O)O1)([H])(NC([C@H](O)CCCC/C=C\CCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCCC

Other Databases

PubChem CID
171119969

Calculated Physicochemical Properties

Heavy Atoms 64
Rings 2
Aromatic Rings 1
Rotatable Bonds 38
Van der Waals Molecular Volume 950.60
Topological Polar Surface Area 195.54
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 11.28
Molar Refractivity 257.01

Admin

Created at
23rd Oct 2020
Updated at
23rd Oct 2020